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(1R,2R,3S,3aS,8bS)-1,8b-dihydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-3-phenyl-1,2,3,4-tetrahydrocyclopenta[a]indene-2-carboxamide

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID e50c6298-87f6-4e7f-bd3e-aa227759f13c
Taxonomy Phenylpropanoids and polyketides > Stilbenes
IUPAC Name (1R,2R,3S,3aS,8bS)-1,8b-dihydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-3-phenyl-1,2,3,4-tetrahydrocyclopenta[a]indene-2-carboxamide
SMILES (Canonical) COC1=C(C=C(C=C1)C23CC4=C(C2(C(C(C3C5=CC=CC=C5)C(=O)N)O)O)C(=CC(=C4)OC)OC)O
SMILES (Isomeric) COC1=C(C=C(C=C1)[C@@]23CC4=C([C@@]2([C@@H]([C@@H]([C@H]3C5=CC=CC=C5)C(=O)N)O)O)C(=CC(=C4)OC)OC)O
InChI InChI=1S/C28H29NO7/c1-34-18-11-16-14-27(17-9-10-20(35-2)19(30)12-17)24(15-7-5-4-6-8-15)22(26(29)32)25(31)28(27,33)23(16)21(13-18)36-3/h4-13,22,24-25,30-31,33H,14H2,1-3H3,(H2,29,32)/t22-,24-,25-,27-,28+/m1/s1
InChI Key PNWNNNIPNHREEG-CDBNQHORSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H29NO7
Molecular Weight 491.50 g/mol
Exact Mass 491.19440226 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.36
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,3S,3aS,8bS)-1,8b-dihydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-3-phenyl-1,2,3,4-tetrahydrocyclopenta[a]indene-2-carboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9531 95.31%
Caco-2 - 0.6324 63.24%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6424 64.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9261 92.61%
OATP1B3 inhibitior + 0.9396 93.96%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9006 90.06%
P-glycoprotein inhibitior + 0.7176 71.76%
P-glycoprotein substrate - 0.5662 56.62%
CYP3A4 substrate + 0.6459 64.59%
CYP2C9 substrate + 0.6040 60.40%
CYP2D6 substrate - 0.7535 75.35%
CYP3A4 inhibition - 0.6605 66.05%
CYP2C9 inhibition - 0.8111 81.11%
CYP2C19 inhibition - 0.7458 74.58%
CYP2D6 inhibition - 0.8672 86.72%
CYP1A2 inhibition - 0.6402 64.02%
CYP2C8 inhibition + 0.6947 69.47%
CYP inhibitory promiscuity - 0.6966 69.66%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5108 51.08%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.8906 89.06%
Skin irritation - 0.8227 82.27%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4017 40.17%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.6164 61.64%
skin sensitisation - 0.9055 90.55%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7431 74.31%
Acute Oral Toxicity (c) III 0.5968 59.68%
Estrogen receptor binding + 0.7497 74.97%
Androgen receptor binding + 0.7746 77.46%
Thyroid receptor binding + 0.6522 65.22%
Glucocorticoid receptor binding + 0.7257 72.57%
Aromatase binding - 0.5424 54.24%
PPAR gamma + 0.7015 70.15%
Honey bee toxicity - 0.8198 81.98%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5549 55.49%
Fish aquatic toxicity + 0.8667 86.67%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.95% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.27% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.54% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.90% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.20% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 89.18% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.79% 91.07%
CHEMBL2581 P07339 Cathepsin D 86.99% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.92% 96.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.25% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.78% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.69% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.15% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.88% 97.14%
CHEMBL2535 P11166 Glucose transporter 83.78% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.66% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.21% 94.08%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.39% 92.94%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 82.27% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.24% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.18% 93.03%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.73% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.05% 89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Aglaia odorata

Cross-Links

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PubChem 162939242
LOTUS LTS0200323
wikiData Q105212244